Lithium Hydroxide → HCID 67382098, compound

HRID 913051Notes

Reaction equation

HRID 913051 reaction equation
C[C:2]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]1([CH2:23][CH3:24])[O:22][CH2:21][CH2:20][O:19]1)([C:10]([O-:12])=[O:11])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[Li+].[OH-]>C1COCC1.O>[C:6]([O:5][C:3]([CH:2]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]1([CH2:23][CH3:24])[O:19][CH2:20][CH2:21][O:22]1)[C:10]([OH:12])=[O:11])=[O:4])([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86761416HCID 86761416, compound

Product 1

HCID 67382098HCID 67382098, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A solution of A1 (1 eq.) in THF/H2O (2:1, 0.09 M solution) was treated with LiOH (1.1 eq) and the solution was stirred for 3 hr at RT. The reaction was quenched with 6N HCl and the product was extracted with EtOAc. The organic layer was dried (Na2SO4) and the solvent removed under reduced pressure to yield a white solid which was used without any further purification. 1H NMR (400 MHz, CDCl3) δ: 3.86 (4H, s), 3.16 (1H, t, J=7.3 Hz), 1.90-1.68 (2H, m), 1.63-1.46 (4H, m), 1.39 (9H, s), 1.33-1.15 (6H, m), 0.84 (3H, t, J=7.5 Hz). MS (ES) C17H30O6 requires: 330, found: 331 (M+H)+.

Workup

  1. customThe reaction was quenched with 6N HCl
  2. extractionthe product was extracted with EtOAc
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customthe solvent removed under reduced pressure
  5. customto yield a white solid which
  6. customwas used without any further purification

Sources & evidence

ORD record
ord-57d08d7aaade4d3aacc2f0d7d028f28d
Source dataset
uspto-grants-2011_09
Patent number
US08026265B2

Reaction notes

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